HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium sulfate decahydrate → 5-tert-Butyl-1H-pyrazole-3-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium sulfate decahydrate | HCID 62649 | — |
| Reactant | Ethyl 3-tert-butyl-1H-pyrazole-5-carboxylate | HCID 2743509 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Catalyst | HCID 178418406 | HCID 178418406 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-tert-Butyl-1H-pyrazole-3-carbaldehyde | HCID 178441082 | 69% |
Reaction Steps
To a mixture of ethyl 3-tert-butyl-1H-pyrazole-5-carboxylate (4.00 g, 20.4 mmol) and tetrahydrofuran (50 mL) was added lithium aluminum hydride (800 mg, 21.1 mmol) by small portions under ice-cooling, and the mixture was stirred at the same temperature for 1 hr. Sodium sulfate decahydrate (7.6 g) was added to the reaction mixture, and the insoluble material was filtered off. The filtrate was concentrated and a mixture of the obtained residue, manganese dioxide (10 g, 115 mmol) and tetrahydrofuran (100 mL) was stirred at room temperature for 3 hr. The insoluble material was filtered off, and the filtrate was concentrated to give the title compound (2.13 g, yield 69%) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07786165B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-46c3e544f55a478fa8482a4d4cb1a7f8 |
| Source note | uspto-grants-2010_08 |